2-氨基-4-苄氧基-5-甲氧基苯甲酰胺合成路线 （共 14 条）
反应条件
1.1: dioxane / 24 h / Heating 1.2: 84 percent / NaOAc; AcOH / 3 h / Heating 2.1: NaH / dimethylformamide / 1.5 h 2.2: 84 percent / dimethylformamide / 2 h / 20 °C 3.1: 80 percent / H2; AcOH / 10 percent Pd/C / dimethylformamide; ethyl acetate; methanol / 0.67 h / 760 Torr View Scheme
参考文献
Hennequin, Laurent F.; Thomas, Andrew P.; Johnstone, Craig; Stokes, Elaine S. E.; Ple, Patrick A.; Lohmann, Jean-Jacques M.; Ogilvie, Donald J.; Dukes, Mike; Wedge, Steve R.; Curwen, Jon O.; Kendrew, Jane; Lambert-Van Der Brempt, Christine
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5369 - 5389
反应条件
1.1: dioxane / 24 h / Heating 1.2: 84 percent / NaOAc; AcOH / 3 h / Heating 2.1: SOCl2; DMF / Heating 3.1: 71 percent / propan-2-ol / 1.5 h / Heating 4.1: 72 percent / TFA / 0.83 h / Heating View Scheme
参考文献
Hennequin, Laurent F.; Thomas, Andrew P.; Johnstone, Craig; Stokes, Elaine S. E.; Ple, Patrick A.; Lohmann, Jean-Jacques M.; Ogilvie, Donald J.; Dukes, Mike; Wedge, Steve R.; Curwen, Jon O.; Kendrew, Jane; Lambert-Van Der Brempt, Christine
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5369 - 5389
反应条件
1.1: 1,4-dioxane / 12 h / Reflux 1.2: 3 h / Reflux 2.1: thionyl chloride; trichlorophosphate / N,N-dimethyl-formamide / 2 h / Reflux 3.1: isopropyl alcohol / 2 h / Reflux 4.1: trifluoroacetic acid / 2 h / Heating 5.1: triphenylphosphine; di-isopropyl azodicarboxylate / dichloromethane / 3 h / 20 °C View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
反应条件
sodium acetate; acetic acid in 1,4-dioxane 24 h; Heating / reflux;
参考文献
Astrazeneca AB
Patent: US6593333 B1, 2003 ;
US 6593333 B1
反应条件
1: in 1,4-dioxane 12 h; Reflux; 2: With sodium acetate; acetic acid in 1,4-dioxane 3 h; Reflux;
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
Location in patent: Page/Page column 51 ;
反应条件
1: 2-amino-4-benzyloxy-5-methoxybenzamide With Gold's reagent in 1,4-dioxane 24 h; Heating / reflux; 2: sodium acetate; acetic acid in 1,4-dioxane 3 h; Heating / reflux;
参考文献
Hennequin, Laurent Francois Andre; Stokes, Elaine Sophie Elizabeth
Patent: US2003/191308 A1, 2003 ;
Location in patent: Page/Page column 24 ;
反应条件
1: 2-amino-4-benzyloxy-5-methoxybenzamide With Gold's reagent in 1,4-dioxane 24 h; Heating / reflux; 2: acetic acid With sodium acetate in 1,4-dioxane 3 h;
参考文献
ASTRAZENECA AB; ASTRAZENECA UK LIMITED
Patent: WO2004/4732 A1, 2004 ;
Location in patent: Page/Page column 67; 73 ;
WO 2004/004732 A1
反应条件
1.1: dioxane / 24 h / Heating 1.2: 84 percent / NaOAc; AcOH / 3 h / Heating 2.1: SOCl2; DMF / Heating 3.1: propan-2-ol / 4 h / Heating 4.1: TFA / 0.83 h / Heating View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
反应条件
1: With acetic acid
T=90°C; 0.166667 h;
2: With iron
1 h; Reflux;
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
Location in patent: Page/Page column 51 ;
反应条件
1.1: oxalyl dichloride / toluene / 2 h / Reflux
1.2: 2 h
2.1: acetic acid / 0.17 h / 90 °C
2.2: 1 h / Reflux
View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
